7133-05-3

Basic information

• Product Name: (1r,4r)-4-methylcyclohexanecarbaldehyde
• Synonyms: (1r,4r)-4-methylcyclohexanecarbaldehyde;(trans)-4-methylcyclohexanecarbaldehyde
• CAS NO: 7133-05-3
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.19616
• Mol File: 7133-05-3.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1r,4r)-4-methylcyclohexanecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (1r,4r)-4-methylcyclohexanecarbaldehyde(7133-05-3)
• EPA Substance Registry System: (1r,4r)-4-methylcyclohexanecarbaldehyde(7133-05-3)

Safety Data

• Hazardous Substances Data: 7133-05-3(Hazardous Substances Data)

Usage

Description

(1R,4R)-4-methylcyclohexanecarbaldehyde is a carbonyl compound with a complex molecular structure, featuring a carbonyl group attached to a cyclohexane ring with a methyl substituent in the 4th position. Its IUPAC name is (1R,4R)-4-methylcyclohexanecarbaldehyde, and its molecular formula is C8H14O. This chiral compound is used in various applications due to its unique properties.

Uses

Used in Organic Synthesis:
(1R,4R)-4-methylcyclohexanecarbaldehyde is used as a building block in organic synthesis for the production of various fine chemicals and pharmaceuticals. Its unique structure allows for the creation of a wide range of compounds with diverse applications.
Used in Chiral Compound Preparation:
(1R,4R)-4-methylcyclohexanecarbaldehyde is used as a precursor in the synthesis of chiral compounds. Chiral compounds have applications in various industries, including pharmaceuticals, where they can be used as enantiomerically pure drugs with specific therapeutic effects.
Used in Fragrance and Flavor Synthesis:
(1R,4R)-4-methylcyclohexanecarbaldehyde is commonly employed in the preparation of fragrances and flavors. Its unique chemical structure contributes to the development of distinct scents and tastes, making it valuable in the fragrance and flavor industries.
Used in Pharmaceutical Industry:
(1R,4R)-4-methylcyclohexanecarbaldehyde has potential applications in the pharmaceutical industry, where it can be used as an intermediate in the synthesis of various drugs. Its chiral nature allows for the development of enantiomerically pure compounds with specific therapeutic effects.
Used in Agrochemical Industry:
(1R,4R)-4-methylcyclohexanecarbaldehyde can also be used in the agrochemical industry, where it may serve as a precursor for the synthesis of chiral pesticides or other agrochemical products. Its unique properties can contribute to the development of more effective and targeted agrochemicals.
Used in Materials Science:
(1R,4R)-4-methylcyclohexanecarbaldehyde has potential applications in materials science, where it can be used in the development of new materials with specific properties. Its unique structure and reactivity may contribute to the creation of innovative materials for various applications.

Upstream product

• 94-60-0 dimethyl 1,4-cyclohexane dicarboxylate 
• 3236-48-4 trans-1,4-Cyclohexanedimethanol 
• 170811-08-2 trans-4-(hydroxymethyl)cyclohexylmethyl 4-methylbenzenesulfonate 
• 3937-49-3 (trans-4-methylcyclohexyl)methanol 
• 4009-98-7 (methoxymethyl)triphenylphosphonium chloride 
• 589-92-4 1-methylcyclohexan-4-one 
• 934-67-8 trans-4-methylcyclohexanecarboxylic acid 
• 55930-23-9 trans-4-methylcyclohexanecarbonyl chloride 
• 2207-04-7 trans-1,4-dimethylcyclohexane 

Downstream Products

• 1658500-49-2 2,6-dichloro-N³-((trans-4-methylcyclohexyl)methyl)pyridine-3,4-diamine 
• 1616434-24-2 4,6-dichloro-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine 
• 1616434-25-3 2-bromo-4,6-dichloro-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine 
• 1616434-26-4 4,6-dichloro-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine 
• 1616434-27-5 6-chloro-4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine 
• 1616434-28-6 4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile 
• 1616428-74-0 5-{4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridin-6-yl}-1,3,4-oxadiazol-2(3H)-one 
• 1616431-67-4 methyl 4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboxylate 
• 1658500-51-6 4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carbohydrazide 
• 1616434-31-1 2-bromo-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile 
• 1616434-29-7 6-chloro-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine 
• 1616434-30-0 4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile 
• 1616428-78-4 3-(4-(5-chloropyridin-3-yl)-2-((S)-2-(fluoromethyl)pyrrolidin-1-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridin-6-yl)-1,2,4-oxadiazol-5(4H)-one 
• 1616434-97-9 4-(5-chloropyridin-3-yl)-2-[(2S)-2-(fluoromethyl)pyrrolidin-1-yl]-3-[(trans-4-methylcyclohexyl)methyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile 

Relevant articles and documents

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Methylene C(sp3)-H β,β′-Diarylation of Cyclohexanecarbaldehydes Promoted by a Transient Directing Group and Pyridone Ligand

A hindered β-amino amide transient directing group effects di-trans-arylation of cyclohexanecarbaldehydes. The amide N-substituents are shown to affect yield and can enhance the rate of arylation compared with the α-amino acid. Addition of a pyridone ligand further enhanced reactivity. The reaction is successful for a range of aryl iodides, and various substituted cyclohexane carboxaldehydes, providing functionalized products from simple feedstocks. A mechanism is proposed evoking a transient enamine.